The Vineyard's 100 square miles cover six towns, each with its own character. Edgartown for captains' houses, Chilmark for cliffs, Oak Bluffs for gingerbread cottages, Aquinnah for red clay bluffs. Rentals concentrate in July-August; May and September are cheaper and quieter.
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Captain Morse House in Edgartown offers a luxurious holiday home experience within a historic building.
Comfortable Living: The Pinkletink in Oak Bluffs offers a holiday home with one bedroom and a living room.
Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod offers accommodations in Dennis Port, a few steps from Sea Street Beach and 21 miles from Nauset Lighthouse.
Housed in a historic building, Capricorn House features accommodations with a terrace and free Wifi in Oak Bluffs, a 1-minute walk from Oak Bluffs Town Beach.
Breezy Oak Bluffs Condo - Steps to Inkwell Beach! is located in Oak Bluffs, just a few steps from Oak Bluffs Town Beach and 5.9 miles from Edgartown Lighthouse.
If a hand-picked, design-led hotel sounds better than a vacation rental, Skylark Travel Group covers the same destinations with curated boutique stays, Mr & Mrs Smith, exclusive deals, real human concierge.
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